Oceanfront Rentals in Pilates Maui, HI: Compare 10+ Sites & Save

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  6.  Pilates Maui

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3821 Best Oceanfront Rentals in Pilates Maui (Starting from $195)

Your Maui Adventure Awaits - Sugar Beach
Your Maui Adventure Awaits - Sugar Beach
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Condos

2 Bedrooms5 Guests
New to Booking
$336
Average price / night
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Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
House
Kihei, HI, 96753, United States
0.4k from Pilates Maui center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Hot Tub, Internet

6 Bedrooms18 Guests
10.0

Exceptional

42 reviews

$3133
Average price / night
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Nona Lani Cottages
Nona Lani Cottages
Apartment
Pilates Maui, Kihei, Hawaii, USA
0.9k from Pilates Maui center

Apartments, Accommodations, Parking, 4-star, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

11 Bedrooms10 Guests
9.3

Superb

106 reviews

$446
Average price / night
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Secluded home with spectacular ocean and sunset views
Secluded home with spectacular ocean and sunset views
House
Kihei, HI, 96753, United States
0.5k from Pilates Maui center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

21 reviews

$1522
Average price / night
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Ocean-View Kihei Condo with Pool Access!
Ocean-View Kihei Condo with Pool Access!
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Beach, Hot tubs, Places to stay

2 Bedrooms4 Guests
9.7

Exceptional

16 reviews

$312
Average price / night
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Amazing private home in Kihei!
Amazing private home in Kihei!
House
Kihei, HI, 96753, United States
0.6k from Pilates Maui center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.0

Fabulous

12 reviews

$559
Average price / night
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Maui Beach Retreat
Maui Beach Retreat
Apartment
Pilates Maui, Kihei, Hawaii, USA
0.9k from Pilates Maui center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Beach, Hot tubs

2 Bedrooms4 Guests
9.4

Superb

8 reviews

$228
Average price / night
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Kihei Holiday Stunning Ocean View #309 2bd/1ba condo, 1 min walk to the ocean.
Kihei Holiday Stunning Ocean View #309 2bd/1ba condo, 1 min walk to the ocean.
Condo
Kihei, HI, 96753, United States
0.7k from Pilates Maui center

AC, Dryer, Internet, Laundry, No Smoking, Pool, Washer

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$369
Average price / night
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Kihei Oceanside Escape with Balcony - Steps to Beach
Kihei Oceanside Escape with Balcony - Steps to Beach
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Hot tubs, Places to stay, Beach rentals

2 Bedrooms4 Guests
8.0

Good

8 reviews

$394
Average price / night
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☼ Stylish & Bright 2bd Oceanfront Condo|5★ Views
☼ Stylish & Bright 2bd Oceanfront Condo|5★ Views
Condo
Kihei, HI, 96753, United States
0.7k from Pilates Maui center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

10 reviews

$538
Average price / night
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Best Deal and Epic Location 2bd 2BA Ocean View
Best Deal and Epic Location 2bd 2BA Ocean View
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Family

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$465
Average price / night
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Kihei Corner Unit | Steps to Sugar Beach | Pool AC
Kihei Corner Unit | Steps to Sugar Beach | Pool AC
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Balcony, Barbecue, Crib, Dryer, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
9.0

Fabulous

2 reviews

$428
Average price / night
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Hip Hawaiian Oceanfront Vistas
Hip Hawaiian Oceanfront Vistas
Apartment
HI, USA
1.0k from Pilates Maui center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Beach, Places to stay, Family

1 Bedroom4 Guests
9.7

Exceptional

3 reviews

$375
Average price / night
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Steps to Sugar Beach!
Steps to Sugar Beach!
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$449
Average price / night
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3mins Walk to Beach! Laundry, Pool, Hot Tub & More
3mins Walk to Beach! Laundry, Pool, Hot Tub & More
Apartment
Kihei, HI, USA
1.3k from Pilates Maui center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Jacuzzis

1 Bedroom2 Guests
9.7

Exceptional

31 reviews

$346
Average price / night
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Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach
Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
9.0

Fabulous

2 reviews

$278
Average price / night
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Cozy Maui Studio Retreat Just Steps to the Sand!
Cozy Maui Studio Retreat Just Steps to the Sand!
Apartment
Kihei, HI, USA
1.3k from Pilates Maui center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Jacuzzis, Places to stay

1 Bedroom2 Guests
9.2

Superb

24 reviews

$195
Average price / night
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Beautiful sunsets with pool, lanai & easy beach access!
Beautiful sunsets with pool, lanai & easy beach access!
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
9.6

Exceptional

36 reviews

$556
Average price / night
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Kihei Bay Surf 208- Updated partial oceanview studio across from beach
Kihei Bay Surf 208- Updated partial oceanview studio across from beach
Apartment
Kihei, HI, USA
1.3k from Pilates Maui center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom3 Guests
7.3

Good

10 reviews

$250
Average price / night
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Steps to Beach!  Beautiful Condo with Pool & Hot Tub, Full Kitchen WIFI &W/D
Steps to Beach! Beautiful Condo with Pool & Hot Tub, Full Kitchen WIFI &W/D
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
9.6

Exceptional

167 reviews

$330
Average price / night
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Kihei Bay Surf 140 - Remodeled ground floor Kihei gem across from beach
Kihei Bay Surf 140 - Remodeled ground floor Kihei gem across from beach
Apartment
Kihei, HI, USA
1.3k from Pilates Maui center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
9.6

Exceptional

5 reviews

$282
Average price / night
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Beautifully Remodeled 2 Bedroom/ 2 Bath- Stunning Views - Kihei Holiday #315
Beautifully Remodeled 2 Bedroom/ 2 Bath- Stunning Views - Kihei Holiday #315
Condo
Kihei, Maui, HI, 96753, United States
0.9k from Pilates Maui center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$307
Average price / night
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Wailana Sands #206 Boutique Property, Quiet Central Location, Close to Beach
Wailana Sands #206 Boutique Property, Quiet Central Location, Close to Beach
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Barbecue, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
9.6

Exceptional

5 reviews

$261
Average price / night
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Last Minute Special! 2 Bedrooms & Steps to Beach! Pool & Hot Tub!
Last Minute Special! 2 Bedrooms & Steps to Beach! Pool & Hot Tub!
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.6

Exceptional

16 reviews

$447
Average price / night
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Tropical 2-BR Condo + Pool +  Hot Tub! \nCHECK OUT OUR SPRING 2026 SPECIALS
Tropical 2-BR Condo + Pool + Hot Tub! \nCHECK OUT OUR SPRING 2026 SPECIALS
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.4

Superb

157 reviews

$298
Average price / night
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Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view
Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view
House
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

6 Bedrooms17 Guests
9.6

Exceptional

216 reviews

$2489
Average price / night
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Oceanview Family Fave! Whale Season Views! Beach, Pool, Hot Tub, AC.
Oceanview Family Fave! Whale Season Views! Beach, Pool, Hot Tub, AC.
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
9.6

Exceptional

87 reviews

$338
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Pilates Maui.

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Pilates Maui Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 3821 verified oceanfront rentals in Pilates Maui. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Pilates Maui vary depending on the property size, exact beachfront location, and season. Rates typically start from around $195 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Pilates Maui offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Pilates Maui welcome pets. Currently, 2 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Pilates Maui often include features designed for a comfortable coastal stay, such as View, Oceanfront, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.